Green anthraquinone dyes and process of making them.



UNITED STATES ragnnr orrrcn OSCAR BALI-Y, OF MANNHEIM, GERMANY, ASSIGNOR TO BAZDISCHE ANILIN & SODA FABRIK, OF LUDWIGSHAFENHON-THE-RHINE, GERMANY, A CORPORATION,

GREEN ANTHBAQUINONE DYES AND PROCESS OF MAKING THEM.

NoDraw'ing. I

' Specification of Letters Patent.

Patented Oct-28, 19:13.

- Application filed June 5, 1913. Serial No. 771,896.

gold-orange G in paste. I have now found that by acting on this coloring matter, or on a homologue or derivative thereof, with nitric acid, or other nitrating agent, in the presence of a suitable organic diluent, I can obtain new compounds which, either directly or after first being reduced to the-amino compound, can be dissolved in the vat and will dye vegetable fiber brilliant green shades. Since in the vat the nitro group, or groups, is, or are, reduced to the amino group, or groups, so that the coloring matter which finally remains on the fiber contains one, or more, amino group or groups, and no nitro groups, the nitro compounds are equivalent to the amino compounds for the purposes of this invention.

My new compounds are recognizable by containing nitrogen and by being insoluble in dilute acids and alkalis, but soluble in alkaline hydrosulfite, yielding vats which dyecotton green shades and these shades, on treatment with strong calcium hypochlorite solution, become brown.

The following example will serve to illus-- trate further the nature of my invention and how it can be carried into practical efiect, but the invention is not confined to this example.- Suspend 5 kilos of the coloring matter obtainable by heating 2.2- dimethyl-1.ldianthraquinonyl in kilos of nitrobenzene and add, at ordinary temperature, 5 kilos of fuming 'nitric acid. Then warm for 10 hours on the water-bath, allow the reaction mixtureto cool, filter off the coloring matter and wash it with nitrobenzeue and alcohol, and dry it. It is an orangeyellow crystalline powder and is chiefly a mononitro compound. It can easily be reduced by means of sodium sulfid into the corresponding amino compound which yields a blue-violet solution in concentrated sulfuric acid and dyes cotton, in

a hydrosulfite vat, brilliant fast green shades. If desired, thereduction of the nitro compound can be effected in the vat itself. If

a larger quantity of nitric acid be employed, a 'dinitro compound is obtained and this yields somewhat yellower shades of green when applied to the fiber.

Now what I claim is l. The-process of producing coloring mat ters of the anthraquinone series by treating with a nit-rating agent, in the presence of an organic diluent, a coloring matter which.

can be obtained by heating a 2.2 dimethyl- 1.1'-dianthraquinonyl compound.

2. The process of producing coloring matters of the anthroquinone series by treating with a nitrating agent, in the presence-of an organic diluent, and then reducing, a coloring matter which can be obtained by heating a 2.2-dimethyl LY-dianthraquinonyl compound.

The hereinbefore described new coloring matters of the anthraquinone series ob tainable from the product producible by heating a 2.2-dimethyl-1.1-dianthraquino nyl compound, which new coloring matterscontain nitrogen, are. insoluble in dilute acids and alkalis, are soluble in alkaline hydrosulfite yielding vats which dye cotton green shades, which shades, on treatment with strong calcium hypochlorite solution, become brown.

4. The hereinbefore described new color- -ing matter of the anthroquinone series obtainable by nitrating, in the presence of nitrobenzene, and then reducing, the product prod'ucible by heating 2.'2- methyl-1.}? dianthraquinonyl, which new coloring mat; ter contains nitrogen, is insoluble in dilute acids and alkalis, but yields a blue-violet solution in concentrated sulfuric acid, anl is my hand in the presence of two subscribing soluble in alkaline hydrosulfite yielding 21 witnesses. vat which dyes cotton green shades, which OSCAR BALLY. shades, on treatment with strong ca1cium Witnesses:

5 hypochlorite solution, become brown.

J. ALno. LLOYD, In testimony whereof I have hereunto set JOSEPH PFEIFFER. 

